trans-Cycloalkenes. Part II. Application of the dioxolan olefin synthesis to the stereospecific formation of trans-cyclo-octene derivatives. (1SR,2RS)-trans-Cyclo-oct-2-en-1-ol

Abstract

The reaction of benzylidene derivatives of 3-substituted trans-cyclo-octane-1,2-diols with n-butyl-lithium leads to 3-substituted trans-cyclo-octenes. By appropriate choice of precursors the stereochemistry of the products can be controlled, and diastereoisomeric derivatives of trans-cyclo-octene where the 3-substituent is MeO, OH, or Buⁿ have been prepared.